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Lochnerinine

PubChem CID: 443417

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Compound Synonyms Lochnerinine, C11812, methyl (1R,12S,20R)-12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5,9-tetraene-10-carboxylate, AC1L9EMB, (-)-Lochnerinine, CHEBI:6511, SCHEMBL4143036, Q27107224
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 63.3
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1CCC3C4CC4CC4CCC12C43
Np Classifier Class Aspidosperma type
Deep Smiles COcccccc6)NC=CC[C@][C@H][C@@]96CCN5CCC9O3)))))))))CC))))C=O)OC
Heavy Atom Count 28.0
Classyfire Class Aspidospermatan-type alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1CCC3C4OC4CN4CCC12C34
Isotope Atom Count 0.0
Molecular Complexity 753.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name methyl (1R,12S,20R)-12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5,9-tetraene-10-carboxylate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.5
Gsk 4 400 Rule True
Molecular Formula C22H26N2O4
Scaffold Graph Node Bond Level C1=C2Nc3ccccc3C23CCN2CC4OC4C(C1)C23
Prediction Swissadme 1.0
Inchi Key YKTXUUJZENEUGL-MKHRZCKRSA-N
Silicos It Class Moderately soluble
Fcsp3 0.5909090909090909
Logs -4.126
Rotatable Bond Count 4.0
Logd 2.171
Synonyms lochnerinine, lochneririne
Esol Class Soluble
Functional Groups CC1OC1C, CN(C)C, cNC(C)=C(C)C(=O)OC, cOC
Compound Name Lochnerinine
Prediction Hob Swissadme 1.0
Exact Mass 382.189
Formal Charge 0.0
Monoisotopic Mass 382.189
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 382.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.680823428571429
Inchi InChI=1S/C22H26N2O4/c1-4-21-10-13(19(25)27-3)17-22(14-6-5-12(26-2)9-15(14)23-17)7-8-24(20(21)22)11-16-18(21)28-16/h5-6,9,16,18,20,23H,4,7-8,10-11H2,1-3H3/t16?,18?,20-,21+,22-/m0/s1
Smiles CC[C@]12CC(=C3[C@@]4([C@H]1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC
Nring 6.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Catharanthus Pusillus (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172360481
  • 2. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/1368411
  • 3. Outgoing r'ship FOUND_IN to/from Vinca Erecta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all